Trying to make plans to fill up your holiday calendar? Here's a list of the goings-on around the city to fill you up with holiday cheer.

Thursday, Dec. 19:

Holiday Music in the Old Fire Hall:

Join Theatre Ancaster in the Old Fire Hall for a night of holiday music. At 7 p.m., a family-style show with Santa and at 8:30 p.m., a cabaret Christmas.

Tickets are available only at the door starting at 5:30 p.m. that night with a minimum donation of $5 per adult or $10 for a family of four. All proceeds go to Ancaster Community Services Special Christmas Fund.

Friday, Dec. 20:

Dundurn Castle Christmas evening tours:

An opportunity to see the Castle all decked out in holiday glam at night time. Carollers will welcome you at the door before an extended tour of Sir Isaac MacNab's residence. You'll also be able to sample some traditional Christmas fare in the Castle's kitchen.

Tickets are $25 and can be purchased online ahead of time. 7-9 p.m. Tours also run Saturday, Dec. 21 and Sunday, Dec. 22.

Dec. 21

‘Twas the Night Before Christmas

Westfield Heritage Village will be transformed for into a Christmas wonderland this Saturday and Sunday nights. Walk around the Village by candlelight and enjoy music, food and a visit by Father Christmas. The gift shop will be open for Christmas shopping. 5-9 p.m. both Saturday and Sunday.

Home for the Holidays with the HPO

The Hamilton Philharmonic Orchestra will celebrate the holiday season with this year-end show. The HPO will perform with the Youth Orchestra and the Hamilton Children’s Choir. Hamilton Place, 7:30 p.m.

Dec. 22

Family Christmas Sunday

Whitehern Castle invites your family to see what the McQuesten home looked like at Christmas. Head out to the stables to enjoy a festive holiday and sing-a-long with refreshments.

Dec. 23

Free Skating

City of Hamilton rinks are free from Dec. 23 all the way through ti Jan. 5. Check out the schedule for locations and times.

The Dinner Belles' Holiday Party and Food Drive

The Casbah hosts local folk band The Dinner Belles for a good ol' holiday show. Doors at 8 p.m. Tickets are $10. Donations for local food banks are accepted at the door.

Dec. 26

The Saints are Coming!

A special Boxing Day show at This Ain't Hollywood. The Saints are Coming and The Human Orchestra will get you through your evening. Show begins at 9:30 p.m. Cover $6.

Young Rivals 10th annual Boxing Day Show

Local rockers Young Rival have been playing the Casbah on Boxing Day for... 10 years! Celebrate with them, the Darcys and a secret mystery guest. Show at 9 p.m. Tickets are $10.

Dec. 27

Winterfest 2013

Enjoy outdoor family activities at the Royal Botanical Gardens. Learn in the Nature Interpretation and enjoy games, crafts and camp fires. Runs from Dec. 27-31 from 10 a.m. to 3 p.m. Registration required.

Ring in the New Year

Another chance to see Dundurn Castle all decked out in festive decor. Sir Allen MacNab always celebrated New Years at the castle with family and friends. Enjoy and extended tour of the home, as well as traditional foods from the historic kitchen. Dec. 27 and 28. Tickets are $25 and must be purchased ahead of time. 7-9 p.m.

Dec. 28

The Dirty Nil Holiday Bash

Another great show at the Casbah. Local puck rockers who really got the crowd going at Supercrawl will play a holiday show tonight. Doors at 8 p.m. Tickets are $8.

Dec. 31

Luina Gardens New Years Dinner

Ring in the new year with an exceptional dinner and gala at Luina Gardens in Stoney Creek. Call ahead for tickets.

Jan. 1

If you're feeling particularly adventurous on the first day of 2014, head to Oakville's Coronation Park for the annual Polar Bear Dip in support of World Vision. Registration is $25. The dip happens at 2 p.m. sharp.